A Two-Step Synthesis of Hexahydropyrrolo-[1,2-d][1,2,4]triazine-1,4-dione and Related Compounds

Abstract

Reaction of tert-butyl 1-hydrazinecarboxylate with triphosgene and ethyl 2-pyrrolidinecarboxylate or related compounds, followed by the removal of the Boc-protecting group with gaseous hydrogen chloride in anhydrous acetic acid, yields hexahydropyrrolo [1,2-d][1,2,4]triazine-1,4-dione and related heterocycles.

Keywords:

• Hexahydropyrrolo[1,2-d][1,2,4]triazine-1, 4-dione
• Synthesis
• Proline mimetics

Acknowledgments

This work was supported by the Ministry of Science and Technology of the Republic of Slovenia, through grant P1-505-002-00. The authors wish to thank Prof. Roger Pain for thorough reading of the manuscript.